EP3026101A1 - Huile de lavage destinée à être utilisée comme agent antisalissure dans des compresseurs de gaz - Google Patents
Huile de lavage destinée à être utilisée comme agent antisalissure dans des compresseurs de gaz Download PDFInfo
- Publication number
- EP3026101A1 EP3026101A1 EP14194916.4A EP14194916A EP3026101A1 EP 3026101 A1 EP3026101 A1 EP 3026101A1 EP 14194916 A EP14194916 A EP 14194916A EP 3026101 A1 EP3026101 A1 EP 3026101A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- wash oil
- mass
- moieties
- oil according
- formulae
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
- 239000002519 antifouling agent Substances 0.000 title claims abstract description 14
- 239000007789 gas Substances 0.000 claims abstract description 34
- 150000001875 compounds Chemical class 0.000 claims abstract description 16
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 14
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims abstract description 9
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000001301 oxygen Substances 0.000 claims abstract description 8
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 8
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 7
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 claims abstract description 4
- 125000003277 amino group Chemical group 0.000 claims abstract description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 4
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 claims description 38
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 35
- OKIRBHVFJGXOIS-UHFFFAOYSA-N 1,2-di(propan-2-yl)benzene Chemical compound CC(C)C1=CC=CC=C1C(C)C OKIRBHVFJGXOIS-UHFFFAOYSA-N 0.000 claims description 29
- 239000000203 mixture Substances 0.000 claims description 24
- 238000009835 boiling Methods 0.000 claims description 18
- -1 monosubstituted benzene Chemical class 0.000 claims description 18
- 239000000654 additive Substances 0.000 claims description 9
- 239000002184 metal Substances 0.000 claims description 9
- 229910052751 metal Inorganic materials 0.000 claims description 9
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 8
- 238000002347 injection Methods 0.000 claims description 8
- 239000007924 injection Substances 0.000 claims description 8
- LGXAANYJEHLUEM-UHFFFAOYSA-N 1,2,3-tri(propan-2-yl)benzene Chemical compound CC(C)C1=CC=CC(C(C)C)=C1C(C)C LGXAANYJEHLUEM-UHFFFAOYSA-N 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 6
- 150000001491 aromatic compounds Chemical class 0.000 claims description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 5
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 5
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 5
- 239000002516 radical scavenger Substances 0.000 claims description 5
- 125000004400 (C1-C12) alkyl group Chemical group 0.000 claims description 4
- 238000000197 pyrolysis Methods 0.000 claims description 4
- 150000001555 benzenes Chemical class 0.000 claims description 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 3
- 150000001335 aliphatic alkanes Chemical class 0.000 claims description 2
- 150000001336 alkenes Chemical class 0.000 claims description 2
- 150000001345 alkine derivatives Chemical class 0.000 claims description 2
- 239000003921 oil Substances 0.000 description 79
- 239000003112 inhibitor Substances 0.000 description 14
- 239000007787 solid Substances 0.000 description 12
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 11
- 125000003118 aryl group Chemical group 0.000 description 11
- 229920000642 polymer Polymers 0.000 description 11
- 238000010586 diagram Methods 0.000 description 10
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 10
- 238000000034 method Methods 0.000 description 9
- 230000007246 mechanism Effects 0.000 description 8
- 238000005804 alkylation reaction Methods 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 7
- 230000006835 compression Effects 0.000 description 7
- 238000007906 compression Methods 0.000 description 7
- 230000008569 process Effects 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- 239000000243 solution Substances 0.000 description 7
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 6
- 230000029936 alkylation Effects 0.000 description 6
- 239000006078 metal deactivator Substances 0.000 description 6
- 150000003254 radicals Chemical class 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 5
- 230000007797 corrosion Effects 0.000 description 5
- 238000005260 corrosion Methods 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 4
- 239000003963 antioxidant agent Substances 0.000 description 4
- 230000008021 deposition Effects 0.000 description 4
- 239000002270 dispersing agent Substances 0.000 description 4
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 3
- 230000009920 chelation Effects 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 238000006482 condensation reaction Methods 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 3
- 238000002161 passivation Methods 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 238000010526 radical polymerization reaction Methods 0.000 description 3
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- 238000005698 Diels-Alder reaction Methods 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 238000013459 approach Methods 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 238000005336 cracking Methods 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 238000006356 dehydrogenation reaction Methods 0.000 description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical class C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 230000002401 inhibitory effect Effects 0.000 description 2
- 230000005764 inhibitory process Effects 0.000 description 2
- 229910021645 metal ion Inorganic materials 0.000 description 2
- 238000005502 peroxidation Methods 0.000 description 2
- 229940097156 peroxyl Drugs 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-M phenolate Chemical compound [O-]C1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-M 0.000 description 2
- 239000001294 propane Substances 0.000 description 2
- 230000009257 reactivity Effects 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 238000010555 transalkylation reaction Methods 0.000 description 2
- RWGMANKDYBWNNP-UHFFFAOYSA-N 1,2,4-tri(propan-2-yl)benzene Chemical compound CC(C)C1=CC=C(C(C)C)C(C(C)C)=C1 RWGMANKDYBWNNP-UHFFFAOYSA-N 0.000 description 1
- VUMCUSHVMYIRMB-UHFFFAOYSA-N 1,3,5-tri(propan-2-yl)benzene Chemical compound CC(C)C1=CC(C(C)C)=CC(C(C)C)=C1 VUMCUSHVMYIRMB-UHFFFAOYSA-N 0.000 description 1
- UNEATYXSUBPPKP-UHFFFAOYSA-N 1,3-Diisopropylbenzene Chemical compound CC(C)C1=CC=CC(C(C)C)=C1 UNEATYXSUBPPKP-UHFFFAOYSA-N 0.000 description 1
- SPPWGCYEYAMHDT-UHFFFAOYSA-N 1,4-di(propan-2-yl)benzene Chemical compound CC(C)C1=CC=C(C(C)C)C=C1 SPPWGCYEYAMHDT-UHFFFAOYSA-N 0.000 description 1
- RURPJGZXBHYNEM-UHFFFAOYSA-N 2-[2-[(2-hydroxyphenyl)methylideneamino]propyliminomethyl]phenol Chemical compound C=1C=CC=C(O)C=1C=NC(C)CN=CC1=CC=CC=C1O RURPJGZXBHYNEM-UHFFFAOYSA-N 0.000 description 1
- 125000000022 2-aminoethyl group Chemical group [H]C([*])([H])C([H])([H])N([H])[H] 0.000 description 1
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical class ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 238000007259 addition reaction Methods 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 238000000429 assembly Methods 0.000 description 1
- 230000000712 assembly Effects 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical compound NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- UOCJDOLVGGIYIQ-PBFPGSCMSA-N cefatrizine Chemical group S([C@@H]1[C@@H](C(N1C=1C(O)=O)=O)NC(=O)[C@H](N)C=2C=CC(O)=CC=2)CC=1CSC=1C=NNN=1 UOCJDOLVGGIYIQ-PBFPGSCMSA-N 0.000 description 1
- 239000013522 chelant Substances 0.000 description 1
- 239000013626 chemical specie Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 239000000498 cooling water Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 238000010543 cumene process Methods 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical class C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000007323 disproportionation reaction Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000012990 dithiocarbamate Substances 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 230000003628 erosive effect Effects 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000011133 lead Substances 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000036284 oxygen consumption Effects 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical class OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 1
- DOIRQSBPFJWKBE-UHFFFAOYSA-N phthalic acid di-n-butyl ester Natural products CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 1
- 239000005077 polysulfide Substances 0.000 description 1
- 229920001021 polysulfide Polymers 0.000 description 1
- 150000008117 polysulfides Polymers 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 238000010791 quenching Methods 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G75/00—Inhibiting corrosion or fouling in apparatus for treatment or conversion of hydrocarbon oils, in general
- C10G75/04—Inhibiting corrosion or fouling in apparatus for treatment or conversion of hydrocarbon oils, in general by addition of antifouling agents
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
- C10M105/02—Well-defined hydrocarbons
- C10M105/06—Well-defined hydrocarbons aromatic
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B08—CLEANING
- B08B—CLEANING IN GENERAL; PREVENTION OF FOULING IN GENERAL
- B08B3/00—Cleaning by methods involving the use or presence of liquid or steam
- B08B3/04—Cleaning involving contact with liquid
- B08B3/08—Cleaning involving contact with liquid the liquid having chemical or dissolving effect
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/0073—Anticorrosion compositions
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/18—Hydrocarbons
- C11D3/187—Hydrocarbons aromatic
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2075—Carboxylic acids-salts thereof
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
- C11D7/22—Organic compounds
- C11D7/24—Hydrocarbons
- C11D7/247—Hydrocarbons aromatic
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
- C11D7/22—Organic compounds
- C11D7/26—Organic compounds containing oxygen
- C11D7/265—Carboxylic acids or salts thereof
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
- C11D7/50—Solvents
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
- C11D7/50—Solvents
- C11D7/5004—Organic solvents
- C11D7/5027—Hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23G—CLEANING OR DE-GREASING OF METALLIC MATERIAL BY CHEMICAL METHODS OTHER THAN ELECTROLYSIS
- C23G5/00—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents
- C23G5/02—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents
- C23G5/024—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents containing hydrocarbons
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F04—POSITIVE - DISPLACEMENT MACHINES FOR LIQUIDS; PUMPS FOR LIQUIDS OR ELASTIC FLUIDS
- F04D—NON-POSITIVE-DISPLACEMENT PUMPS
- F04D29/00—Details, component parts, or accessories
- F04D29/02—Selection of particular materials
- F04D29/023—Selection of particular materials especially adapted for elastic fluid pumps
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F04—POSITIVE - DISPLACEMENT MACHINES FOR LIQUIDS; PUMPS FOR LIQUIDS OR ELASTIC FLUIDS
- F04D—NON-POSITIVE-DISPLACEMENT PUMPS
- F04D29/00—Details, component parts, or accessories
- F04D29/70—Suction grids; Strainers; Dust separation; Cleaning
- F04D29/701—Suction grids; Strainers; Dust separation; Cleaning especially adapted for elastic fluid pumps
- F04D29/705—Adding liquids
Definitions
- the invention relates to a wash oil for use as an antifouling agent in gas compressors according to claim 1 and the use of such a wash oil according to claim 14.
- Cracked gas compression systems are multi-stage systems and comprise multiple gas compressors provided with interstage coolers and afterstage coolers at the compression discharge.
- the coolers are typically heat exchangers that remove the heat of the compression from the gas feed and reduces its temperature to approximately the temperature at the compression intake. Another use of coolers is the reduction of the actual volume of gas flowing to the high pressure cylinders while the separator after the intercooler is installed to remove the condensed liquid.
- Foulants may be found deposited in the compressor, aftercoolers or both, in particular on the compressor's casings, bearings, blades, seals, rotors and discharge lines. Other locations areas of fouling may include interstage cooler shells and tubes, cooling water sides and knockout drum plates and trays ( Global Journal of Pure and Applied Science, Volume 11, 2005, pages 99 to 105 ).
- Fouling of the cracked gas compressor system is mostly caused by polymerization and condensation reactions involving materials present in the cracked gas that polymerize and deposit on the internal surfaces of the compressor and aftercoolers.
- Such polymeric fouling affects the cracked gas compression system in a number of ways, such as reducing the compressor's efficiency by increasing the energy consumption and by causing compressor vibrations which may lead to reduction in throughput and run length.
- fouling deposits found in the interstage cooler tubes and shells reduce heat transfer by raising the inlet temperature of the next stage.
- pressure drop across the cooler may increase as well by reducing the inlet pressure and efficiency of the next stage.
- fouling comprises polymerization and condensation deposits which result from the reaction of compounds such as butadiene and styrene or other unsaturated compounds present in the cracked gas. It is being suggested that the reactions primarily responsible for fouling are free radical polymerization and diels-alder condensation reactions.
- the radical polymerization reaction is caused by heat and enhanced by the presence of peroxides (see scheme 1).
- Compressor coatings are used to reduce corrosion and foulant deposition in process gas compressors and are typically applied to the diaphragms and rotor assemblies during maintenance downtime. By providing such coatings the surface characteristics of the compressor are changed such that an adhesion of the polymer to the surface is prevented.
- Anti-foulants are chemical species to prevent reactions or terminate polymer chain formation.
- inhibitors are used to reduce the free radical polymerization rates and metal deactivators can be applied to prevent catalysis of hydro peroxide decomposition. It is also possible to add dispersants as anti-foulants to reduce polymer deposition.
- An even further and often applied strategy for reducing fouling is to dissolve the polymer deposits after its formation. This can be done by adding a solvent (or also called wash oil) that is capable of removing the deposit and is added directly to the compressor.
- a solvent or also called wash oil
- the basic properties of a suitable wash oil are a high aromatic content and a high boiling point. Suitable wash oils should be furthermore free of fouling precursors and suspended solids.
- the aromatic content of a promising wash oil is in the range of 60 wt% and higher, preferably above 80 wt%.
- wash oils with a high boiling point will ensure that the wash oil remains liquid allowing it to dissolve and remove polymer from the metal surfaces and minimize the deposition of solids. Initial boiling points of greater than 200°C are recommended.
- the wash oil should be low in monomer content and free of polymer and solids itself in order not to add to the fouling problem. While high in aromatic content, the wash oil should be essentially free of styrene and diene compounds. Since the wash oil may at least partially evaporate in the compressor, it should thus also be free or almost free of any suspended solid.
- C9 + material typically available as a recycle from the gasoline hydrotreator (GHU) it is preferably used in naphtha cracking plants. Said material has low diene content and the styrene content is typically about 0.3 wt% or less.
- the C9 + stream contains 60 to 80 % aromatics and has a boiling end point of about 230 to 260 °C.
- wash oils offered by manufacturers are pyrolysis gasoline derivatives or naphthalene depleted fractions of aromatic streams from oil refineries.
- wash oils are of a rather high price adding to the overall costs of the gas cracking process.
- wash oil for use as an anti-fouling agent in gas compressors, in particular in cracked gas compressors, is provided which comprises at least one compound according to formuale II
- a wash oil which comprises a mixture of at least two, preferably at least three compounds according to formulae I, II and III, respectively.
- the mixture used as a wash oil comprises either one compound of formulae II or may comprise at least two, preferably at least three compounds, in particular at least one of each of the three compounds of the following formulae I, II and III wherein the moieties R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are selected from a group comprising linear or branched C 1 -C 20 -alkyl, C 3 -C 10 -cycloalkyl and linear or branched C 1 -C 10 -alkyl substituted C 3 -C 10 -cycloalkyl and C 6 -C 12 aryl and C 1 -C 10 -alkyl substituted C 6 -C 12 aryl and wherein said moieties can be interrupted by oxygen or nitrogen and wherein said moieties can be functionalised with hydroxyl groups or amino groups and wherein said moieties can be the same or different.
- the present wash oil comprises 0 to 10 mass%, preferably 1 to 7 mass%, most preferably 2 to 5 mass% of a mono-substituted benzene according to formula I; 60 to 100 mass%, preferably 70 to 97 mass%, most preferably 80 to 90 mass% of a di-substituted benzene according to formula II; and 0 to 5 mass%, preferably 1 to 3 mass%, most preferably 1.5 to 2 mass% of a tri-substituted benzene according to formula III.
- the mixture comprises at least three of the compounds selected from a group comprising compounds according to formulae I, IIa-b and IIIa-c with the following structures
- the wash oil comprises mono-substituted benzene, at least one isomer of di-substituted benzene according to one of the formulae IIa-IIc and at least one isomer of tri-substituted benzene according to one of the formulae IIIa-IIIc.
- the wash oil comprises monoalkylbenzene, at least one isomer of dialkylbenzene according to one of the formulae IIa-IIc and at least one isomer of trialkylbenzene according to one of the formulae IIIa-IIIc.
- the wash oil mixture comprises mono-substituted benzene, ortho-, meta-, para- isomers of di-substituted benzene (i.e. 1,2; 1,3; 1,4 di-substituted benzene) and the three isomers of tri-substituted benzene (i.e. 1,3,5; 1,2,3; 1,3,4 tri--substituted benzene).
- the moieties R 1 , R 2 , R 3 , R 4 , R 5 and R 6 of the above compounds according to formulae I, II and III are selected from a group comprising C 1 -C 12 -alkyl and C 3 -C 7 -cycloalkyl. It is in particular preferred if the moieties R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are selected from the group comprising methyl, ethyl, propyl, isopropyl, butyl or iso-butyl.
- C 1 -C 12 -alkyl relates to moieties like methyl, ethyl, propyl, isopropyl, butyl or iso-butyl, s-butyl, t-butyl, amyl, t-amyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, and alike.
- the most preferred alkyl moieties are ethyl, propyl, iso-propyl.
- C 3 -C 7 -cycloalkyl comprises preferably groups like cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl und cycloheptyl, which can be also interrupted by oxygen or nitrogen.
- aryl relates to aromatic hydrocarbons, in particular to benzyl or naphthyl.
- the aryl groups may be also further substituted by one or more C 1 -C 10 -alkyl moieties, in particular by methyl, ethyl, propyl or isopropyl.
- the wash oil comprises additional heavier aromatic carbons (higher boiling point aromatics), such as substituted or non-substituted C10 to C14 aromatic hydrocarbons.
- heavier aromatic compounds are substituted or non-substituted biphenyl derivatives, such as alkylated or non-alkylated biphenyl derivatives.
- the present wash oil has a boiling range at temperatures between 150 °C and 300 °C, preferably between 170 °C and 250 °C, most preferably between 190 °C and 220 °C.
- the mixture used as a wash oil is free or almost free of non-aromatic compounds, in particular free of non-aromatic compounds such as C1-C8 alkanes, C5-C8-cycloalkenes, C2-C8 alkenes and/or C3-C8 alkynes. It is also preferred if the mixture presently used as wash oil is free or almost free of any solids or other residues.
- the present wash oil comprises further components such as other antifoulants agents, metal scavenger and/or pH control additives.
- the addition of pH control additives may be required for avoiding metal corrosion and metal catalyzed fouling.
- antifoulant agents which are usually added at different stages of the compressor, are chosen depending on the nature of the fouling deposits formed in the compressor.
- Antifoulant agents can be either polymerisation inhibitors, antioxidants, dispersants, metal deactivators and corrosion inhibitors.
- Polymerisation inhibitor added follow essentially two basic reaction mechanisms. Either according to a first mechanism the propagation radical is terminated by abstracting a hydrogen atom from the inhibitor molecule, and forms a less reactive inhibitor radical I•, or according to a second mechanism the propagation radical is quenched via an addition reaction to form a relatively stable species RIH•.
- the radicals formed in these mechanisms i.e. I• and RIH•
- I• and RIH• are not reactive thus can neither add to double bonds nor abstract hydrogen atoms. Consequently they usually form non-radical products by combining with another radical or dismutation.
- Different types of polymerisation inhibitors follow different inhibition mechanisms. Hydrogen abstraction is typical for phenol- and amine-type inhibitors, while addition mechanism is common to nitroxide and quinone inhibitors.
- Typical inhibitors or radical scavengers used are for example 2,6-di-t-butyl-4-methylphenol or alkylated diphenylamines.
- polymerization inhibitors e.g. phenols and derivatives
- polymerization inhibitors work best in the presence of oxygen because they intercept peroxyl radicals and decelerate oxygen consumption while stopping chain propagation. These kinds of inhibitors quench peroxyl radicals and alkyl radicals via the same hydrogen abstraction mechanism which leads to formation of a phenoxyl radical.
- the phenoxyl radical is less reactive because it is stabilized by resonance effect.
- hydroperoxide decomposers for example dialkyl polysulfides, dialkyl hydrogen phosphites, alkylphenols, zinc dialkyl dithiophosphate or methylene coupled dithiocarbamate may be used.
- Either a non-surface active polymer or a surface-active substance is added as a dispersant to improve the separation of fouling oligomers being formed and therefore avoiding the formation of higher polymers. They also prevent settling or clumping, reducing the polymer deposition on the compressor inert surfaces.
- Metal deactivators control the catalytic effect which metal ions, especially copper, nickel, lead, iron, can have on the rate of hydrocarbon peroxidation.
- metal deactivators There are three possible action mechanisms of metal deactivators suggested: chelation, surface passivation and bulk phase reactivity. Chelation is the ability of the additive to strongly complex the entire inner coordination sphere of the metal ion. Surface passivation leads to the reaction with the contact surfaces of the equipment, increasing their stability. Bulk phase reactivity is referred to any chemical activity other than chelation that changes the thermal stability of the stream and occurs in solution, where reaction with metal surfaces does not take place: e.g. homogeneous acid/base reactions such as neutralisation, chain-breaking peroxidation inhibition, hydroperoxide decomposition. Some of the metal deactivators can also be considered as corrosion inhibitors, when they are used a surface passivation agents. Common metal deactivators are amines, O-chelate products, P-derivatives, such as N,N-disalicylidene-1,2-propanediamine.
- the wash oil has the following composition: 2-5 mass% monoalkylbenzene, 80-95 mass% dialkylbenzene, 1.5-2 mass% trialkylbenzene, 2-5 mass% higher boiling point aromatics, 1.5 -3 mass% Aryl-substituted aromatics, 0.05-3 mass% Antifoulants, antioxidants, metal scavengers and/or pH control additives.
- the mixture of the present wash oil comprises isopropylbenzene (Cumene), at least one diisopropylbenzene-isomer and at least one triisopropylbenzene-isomer.
- the wash oil comprises besides the isopropylbenzene all three diisopropylbenzene-isomers and all three triisopropylbenzene-isomers, i.e. a preferred variant of the wash oil comprises ortho-diisopropylbenzene, meta-diisopropylbenzene, para-diisopropylbenzene, 1,2,3-triisopropylbenzene, 1,2,4- triisopropylbenzene and 1,3,5-triisopropylbenzene.
- the wash oil comprises 94-96 mass% diisopropylbenzene (DIPB); 2-4 mass% isopropylbenzene (Cumene), 1-2 mass% triisopropylbenzene (TRIPB) and 0.1-1.0 mass% heavier aromatic hydrocarbons.
- DIPB diisopropylbenzene
- Cumene isopropylbenzene
- TRIPB triisopropylbenzene
- This composition of said wash oil corresponds essentially to a DIPB stream composition as an overhead product of a DIPB column.
- Said DIPB stream composition stems from an alkylation process of a reacting benzene with propylene to Cumene, wherein overalkylation to diisopropylbenzene may occur.
- a Cumene process plant for producing Cumene from benzene and propylene consists typically of an alkylation reactor, a distillation section and a transalkylation reactor.
- the propylene feed and a mixture of fresh and recycled benzene are charged to the alkylation reactor, where the propylene reacts to completion to form mainly Cumene.
- Effluent from the alkylation reactor is sent to the depropanizer column, which removes the propane that entered the unit with a propylene feed along with any excess water which may have accompanied the feeds.
- the depropanizer column bottoms is sent to a benzene column where benzene is collected overhead and recycled back to the alkylation reactor.
- Benzene column bottoms is sent subsequently to the Cumene column where a Cumene product is recovered overhead.
- the bottoms from the Cumene column containing mostly diisopropylbenzene is sent to the DIPB column where DIPB is recovered and either sent to a transalkylation reactor or is used as wash oil as described above.
- the overhead product of said DIPB column fulfils all criteria placed for a suitable wash oil and has the advantage that is readily available on side for use either directly as wash oil or as a blend with pyrolysis gasoline, for example 30-70% DIPB overhead and 70-30% pyrolysis gasoline.
- Said blends may also contain further additives, in particular antifoulants agents, such as polymerisation inhibitors, antioxidants, dispersants, metal scavenger and/or pH control additives.
- the DIPB stream obtainable as a side product of a Cumene production is fully aromatic, has a boiling point around 200°C and the distillate contains no or very little solid and gums. Therefore, it fulfils the criteria for a suitable wash oil.
- the overhead DIPB can be mixed with further components such as other antifoulants antioxidants, metal scavenger and/or pH control additives.
- the object of the present invention is also being solved by the use of a wash oil as described previously as anti-fouling agent in gas compressors, in particular in cracked gas compressors.
- wash oil is preferably injected continuously or non-continuously into the gas compressor.
- the injection of the wash oil into the gas compressor can take place at different rates and at different points. For instance, it is possible to inject the wash oil into the inlet of each separate stage or into each impeller separately. It is however mostly preferred to inject the wash oil to each impeller in order to assure that the wash oil reaches the latter impeller of a stage. If it is injected only into the section of a stage then it may evaporated completely or to such a great extend before reaching the latter impeller.
- the selection of the injection nozzle is important to ensure proper dispersion of the oil.
- the wash oil is injected with a continuous injection rate of 0.05 to 0.25 per stage as wt% of gas process.
- the injection rate depends thereby on the wash oil quality (i.e. aromatic content, boiling point). The higher the wash oil quality is, the lower the injection rate has to be.
- the wash oil is injected in a non-continuous matter that means intermittent or batch-wise.
- the wash oil is injected at a high rate (i.e. five or more times the continuous rate in case of a continuous wash oil injection) for a specific period of time such as 30 to 60 min once a day.
- the higher rate assures that liquid reaches all the internal surfaces thereby increasing the effectiveness of the solvency.
- the overhead product of a DIPB column is used in the provided examples.
- Said DIPB overhead stream contains 94-96 mass% DIPB, 2-4 mass% Cumene, 1-2 mass% TRIPB and 0.1-1.0 mass% heavier aromatic hydrocarbons.
- the DIPB stream is obtained as a side product in the Cumene production from benzene and propylene.
- FIG. 1 A typical process flow diagram for Cumene production ( US 2011/024558 A1 ) is shown in Figure 1 .
- a propylene feed and benzene (either fresh or recycled) are charged to the alkylation reactor 1, where the propylene reacts to completion to form Cumene.
- the effluent from the alkylation reactor 1 is subsequently sent to the depropanizer column 2 for removing propane that entered the process plant with the propylene feed along with any excess of propylene and water.
- the bottom of the depropanizer column 2 is subsequently sent to a benzene column 3, where benzene is collected overhead.
- the benzene bottom in turn is sent to the Cumene column 4 where a Cumene product is recovered as an overhead and the Cumene bottom is sent to the DIPB column 5 where DIPB is also recovered as overhead and comprises the above-mentioned composition.
- the DIPB overhead stream has an initial boiling point of 195°C and a final boiling point of 208°C and fulfils the requirements of the recommended boiling points for wash oil which is for the initial boiling point and the final boiling point 200°C.
- the solubility experiments were conducted using the following experimental procedure.
- 10 ml of the wash solution DIPB, internal wash oil or commercial wash oil are heated in each case to a temperature of about 80°C.
- 1 g of the fouling residue from a compressor on a production side of the applicant is added to the 10 ml wash solution, which was pre-heated to 80°C.
- the mixture of wash solution and fouling residue is stirred for 20 min maintaining a constant temperature of 80 °C.
- the wash solution is filtered from the remaining solid and the remaining solid is dried in a vacuum oven for 20 min.
- the remaining and dried solid is then finally weighted and the value compared to the initial amount of about 1 g.
- the weight difference to the starting amount of the solid is then calculated as the solid solubilized in the wash solution.
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Mechanical Engineering (AREA)
- Materials Engineering (AREA)
- Metallurgy (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- General Engineering & Computer Science (AREA)
- Lubricants (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Cleaning And De-Greasing Of Metallic Materials By Chemical Methods (AREA)
- Detergent Compositions (AREA)
Priority Applications (9)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP14194916.4A EP3026101A1 (fr) | 2014-11-26 | 2014-11-26 | Huile de lavage destinée à être utilisée comme agent antisalissure dans des compresseurs de gaz |
US15/529,833 US10731093B2 (en) | 2014-11-26 | 2015-11-23 | Wash oil for use as an antifouling agent in gas compressors |
PCT/EP2015/077334 WO2016083290A1 (fr) | 2014-11-26 | 2015-11-23 | Huile de lavage pour utilisation comme agent antitartre dans les compresseurs à gaz |
JP2017528103A JP6458147B2 (ja) | 2014-11-26 | 2015-11-23 | ガス圧縮機におけるファウリング防止剤として使用するための洗浄油 |
CN201580063828.4A CN107109308B (zh) | 2014-11-26 | 2015-11-23 | 在气体压缩机中用作防污剂的洗油 |
CA2968161A CA2968161C (fr) | 2014-11-26 | 2015-11-23 | Huile de lavage pour utilisation comme agent antitartre dans les compresseurs a gaz |
ES15817085T ES2714910T3 (es) | 2014-11-26 | 2015-11-23 | Aceite de lavado para su uso como agente antiincrustante en compresores de gas |
EP15817085.2A EP3224339B1 (fr) | 2014-11-26 | 2015-11-23 | Huile de lavage destinée à être utilisée comme agent antisalissure dans des compresseurs de gaz |
RU2017122150A RU2673662C1 (ru) | 2014-11-26 | 2015-11-23 | Промывное масло, предназначенное для использования в качестве средства против образования отложений в газовых компрессорах |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP14194916.4A EP3026101A1 (fr) | 2014-11-26 | 2014-11-26 | Huile de lavage destinée à être utilisée comme agent antisalissure dans des compresseurs de gaz |
Publications (1)
Publication Number | Publication Date |
---|---|
EP3026101A1 true EP3026101A1 (fr) | 2016-06-01 |
Family
ID=52015850
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP14194916.4A Withdrawn EP3026101A1 (fr) | 2014-11-26 | 2014-11-26 | Huile de lavage destinée à être utilisée comme agent antisalissure dans des compresseurs de gaz |
EP15817085.2A Revoked EP3224339B1 (fr) | 2014-11-26 | 2015-11-23 | Huile de lavage destinée à être utilisée comme agent antisalissure dans des compresseurs de gaz |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP15817085.2A Revoked EP3224339B1 (fr) | 2014-11-26 | 2015-11-23 | Huile de lavage destinée à être utilisée comme agent antisalissure dans des compresseurs de gaz |
Country Status (8)
Country | Link |
---|---|
US (1) | US10731093B2 (fr) |
EP (2) | EP3026101A1 (fr) |
JP (1) | JP6458147B2 (fr) |
CN (1) | CN107109308B (fr) |
CA (1) | CA2968161C (fr) |
ES (1) | ES2714910T3 (fr) |
RU (1) | RU2673662C1 (fr) |
WO (1) | WO2016083290A1 (fr) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2019073455A1 (fr) * | 2017-10-13 | 2019-04-18 | Reliance Industries Limited | Colonne de distillation et processus de préparation d'une composition à partir de celle-ci |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN111734687B (zh) * | 2020-06-09 | 2021-11-19 | 常州市华立液压润滑设备有限公司 | 一种裂解气压缩机注油注水系统的去除聚合物方法 |
JP2024501014A (ja) * | 2020-12-28 | 2024-01-10 | エコラボ ユーエスエー インコーポレイティド | 原油の生産及び処理において使用するための防汚組成物 |
JP2023112252A (ja) * | 2022-02-01 | 2023-08-14 | 三菱重工コンプレッサ株式会社 | 圧縮機システム |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB889297A (en) * | 1957-02-26 | 1962-02-14 | Hoechst Ag | Improvements in and relating to the separation of a gaseous mixture of hydrocarbons into components |
RO81748A2 (fr) * | 1982-01-22 | 1983-06-01 | Combinatul Petrochimic,Ro | Procede pour l'elimination des depots de polymere dans les installations de rectification |
US20040079392A1 (en) * | 2002-10-28 | 2004-04-29 | Kuechler Keith H. | Process and apparatus for mitigating compressor fouling in a compressor system |
CN1733623A (zh) * | 2004-08-13 | 2006-02-15 | 北京斯伯乐科学技术研究院 | 一种用于乙烯装置裂解气压缩机的阻垢剂及其使用方法 |
US20110024558A1 (en) | 2003-10-02 | 2011-02-03 | Blevio Sr Henry L | Ball wheel for an aircraft |
US20110245558A1 (en) * | 2010-03-31 | 2011-10-06 | Uop Llc | Cumene Production with High Selectivity |
Family Cites Families (54)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
SU31283A1 (ru) | 1926-09-09 | 1933-07-31 | Карл Штилль | Устройство дл отгонки ароматических углеводородов из промывного масла |
US2443217A (en) | 1945-07-30 | 1948-06-15 | Dow Chemical Co | Production of readily polymerizable vinyl aromatic compounds |
US2614904A (en) | 1946-12-04 | 1952-10-21 | Koppers Co Inc | Gas separation |
US2773109A (en) | 1954-07-20 | 1956-12-04 | Standard Oil Co | Ethylbenzene disproportionation |
US2855430A (en) | 1956-12-12 | 1958-10-07 | Mid Century Corp | Process for the preparation of diisopropylbenzene |
RO66123A2 (fr) | 1973-05-10 | 1981-11-04 | Combinatul Petrochimic,Ro | Procede pour eviter la formation et le depot de gommes dans les carcasses des compresseurs centrifuge de gaz des installations de pyrolise |
GB2031944B (en) | 1978-09-19 | 1983-01-06 | Nippon Oil Co Ltd | Traction fluids for traction drive transmissions |
JPS56144740A (en) | 1980-04-04 | 1981-11-11 | Norsk Hydro As | Method and apparatus for removing and preventing formation of salt deposit |
US4498980A (en) | 1983-02-14 | 1985-02-12 | Union Carbide Corporation | Separation of aromatic and nonaromatic components in mixed hydrocarbon feeds |
US4571295A (en) | 1983-05-13 | 1986-02-18 | Union Carbide Corporation | Aromatic/nonaromatic separations |
AU2802984A (en) | 1983-07-29 | 1985-01-31 | Betz International, Inc. | Inhibiting cracked gas compressor fouling |
RO92467B1 (ro) | 1985-05-27 | 1987-10-01 | Combinatul Petrochimic | Compozitie de solventare si procedeu de obtinere a acesteia |
US4604439A (en) | 1985-05-28 | 1986-08-05 | The Goodyear Tire & Rubber Company | Functionalized monomers from 1-(1-isocyanato-1-methylethyl)-3- or 4-(1-methylethenyl) benzene |
BR8602543A (pt) | 1985-06-03 | 1988-02-02 | Rohm & Haas | Processo para preparar 1,1-bis(cloro-fenil)-2,2,2-tricloroetanol isento de ddtr. |
US4992108A (en) | 1990-01-18 | 1991-02-12 | Ward Irl E | Photoresist stripping compositions |
US5285006A (en) | 1992-06-26 | 1994-02-08 | Nalco Chemical Company | Compressor fouling inhibition in vinyl acetate production units |
US5627248A (en) | 1995-09-26 | 1997-05-06 | The Dow Chemical Company | Difunctional living free radical polymerization initiators |
WO1998002403A1 (fr) | 1996-07-15 | 1998-01-22 | Betzdearborn Inc. | Procede d'inhibition de la polymerisation de monomeres aromatiques vinyliques dans des systemes de condensation et de compression |
WO1998010033A1 (fr) | 1996-09-09 | 1998-03-12 | Destiny Oil Anstalt | Solvant pour depots solides de petrole brut |
US6350921B1 (en) | 1998-02-24 | 2002-02-26 | Indspec Chemical Corporation | Process for the production of a dihydroxybenzene and dicarbinol from diisopropylbenzene |
US6177381B1 (en) | 1998-11-03 | 2001-01-23 | Uop Llc | Layered catalyst composition and processes for preparing and using the composition |
KR100304820B1 (ko) | 1999-06-16 | 2001-09-24 | 유승렬 | 탄화수소 열분해가스 압축기용 세정오일, 이의 제조방법 및 이를이용한 세정방법 |
JP4545248B2 (ja) | 1999-06-18 | 2010-09-15 | 三井化学株式会社 | フェノール類の製造方法 |
JP2001002612A (ja) | 1999-06-21 | 2001-01-09 | Mitsui Chemicals Inc | フェノール類の製造方法 |
JP2001010998A (ja) | 1999-07-01 | 2001-01-16 | Mitsui Chemicals Inc | フェノール類の製造方法 |
DE60002526T3 (de) | 1999-07-02 | 2007-08-09 | Mitsubishi Gas Chemical Co., Inc. | Herstellung von Tricyclodecandicarbaldehyd, Pentacyclopentadecandicarbaldehyd und der entsprechenden Dimethanole |
CN1260379A (zh) | 1999-10-15 | 2000-07-19 | 海南谷元高新技术开发投资有限公司 | 改良型燃料重油及其生产方法 |
IT1307306B1 (it) | 1999-12-24 | 2001-10-30 | Chimec Spa | Procedimento per impedire la formazione di fouling polimerico neltrattamento di cariche idrocarburiche contenenti olefine. |
US6344560B1 (en) | 2000-05-03 | 2002-02-05 | Uniroyal Chemical Company, Inc. | Nitroaromatic solubilizer for nitroxyls in aromatic solvents |
EP1383722B1 (fr) | 2001-04-30 | 2006-12-06 | Baker Hughes Incorporated | Inhibition de la croissance polymere en flocon |
US6797677B2 (en) | 2002-05-30 | 2004-09-28 | Afton Chemical Corporation | Antioxidant combination for oxidation and deposit control in lubricants containing molybdenum and alkylated phenothiazine |
CN100503527C (zh) | 2004-05-20 | 2009-06-24 | 中国石化上海石油化工股份有限公司 | 用于抑制碳五双烯烃自聚或共聚的阻聚剂 |
JP4005092B2 (ja) * | 2004-08-20 | 2007-11-07 | 東京応化工業株式会社 | 洗浄除去用溶剤 |
JP4744848B2 (ja) * | 2004-11-05 | 2011-08-10 | 株式会社Adeka | 溶剤組成物 |
KR100676996B1 (ko) | 2005-01-18 | 2007-02-01 | 여천엔씨씨 주식회사 | 1,3-부타디엔의 중합방지제 및 이것을 투입하는1,3-부타디엔의 중합방지방법 |
BRPI0502759B1 (pt) | 2005-06-30 | 2014-02-25 | óleo lubrificante e composição lubrificante para uma máquina de refrigeração | |
US20080234157A1 (en) | 2007-03-20 | 2008-09-25 | Yoon Beth A | Alkylaromatic lubricant fluids |
WO2009004823A1 (fr) * | 2007-07-05 | 2009-01-08 | Nippon Soda Co., Ltd. | Solvant pour le nettoyage d'une couche mince organique |
JP5040489B2 (ja) | 2007-07-12 | 2012-10-03 | Jfeスチール株式会社 | ガスタービン用ガス圧縮機のオンライン洗浄方法 |
DE102008061611A1 (de) | 2007-12-19 | 2009-06-25 | Basf Se | Verhinderung der Polymerisation in Wasser-Aromaten-Mischungen |
US8658583B2 (en) * | 2008-09-22 | 2014-02-25 | Ekc Technology, Inc. | Method for making a photoresist stripping solution comprising an organic sulfonic acid and an organic hydrocarbon solvent |
US20110146724A1 (en) * | 2009-12-19 | 2011-06-23 | Mr. WAI MUN LEE | Photoresist stripping solutions |
CN102071061B (zh) | 2010-12-22 | 2013-09-25 | 浙江杭化科技有限公司 | 一种用于裂解汽油加氢系统的阻垢剂 |
US8691994B2 (en) | 2011-02-03 | 2014-04-08 | Nalco Company | Multi-component polymerization inhibitors for ethylenically unsaturated monomers |
US8846587B2 (en) | 2011-03-24 | 2014-09-30 | Elevance Renewable Sciences, Inc. | Functionalized monomers and polymers |
KR101227192B1 (ko) | 2011-06-03 | 2013-02-06 | 인텍케미칼 주식회사 | 내연기관 세정윤활제 조성물 |
RU2491326C2 (ru) | 2011-08-09 | 2013-08-27 | Варламова Елена Валерьевна | Очищающая присадка к топливу и топливо для двигателей внутреннего сгорания |
US9012385B2 (en) | 2012-02-29 | 2015-04-21 | Elevance Renewable Sciences, Inc. | Terpene derived compounds |
US9133411B2 (en) | 2012-10-25 | 2015-09-15 | Exxonmobil Research And Engineering Company | Low viscosity lubricating oil base stocks and processes for preparing same |
US20140162915A1 (en) | 2012-12-11 | 2014-06-12 | N1 Technologies Inc | Enhanced Lubricant Formulation |
CN103351888B (zh) | 2013-06-25 | 2015-04-08 | 黄河三角洲京博化工研究院有限公司 | 一种油浆阻垢剂 |
CN103725335B (zh) | 2013-11-26 | 2015-05-20 | 张新艳 | 一种甲醇汽油的腐蚀抑制剂的制备方法 |
CN103756010B (zh) | 2013-12-27 | 2016-08-17 | 上海至正道化高分子材料股份有限公司 | 一种防焦烧复配试剂、抗焦烧化学交联绝缘料及制备方法 |
US9731985B2 (en) * | 2015-06-03 | 2017-08-15 | Lg Nanoh2O, Inc. | Chemical additives for enhancement of water flux of a membrane |
-
2014
- 2014-11-26 EP EP14194916.4A patent/EP3026101A1/fr not_active Withdrawn
-
2015
- 2015-11-23 US US15/529,833 patent/US10731093B2/en active Active
- 2015-11-23 WO PCT/EP2015/077334 patent/WO2016083290A1/fr active Application Filing
- 2015-11-23 RU RU2017122150A patent/RU2673662C1/ru active
- 2015-11-23 EP EP15817085.2A patent/EP3224339B1/fr not_active Revoked
- 2015-11-23 JP JP2017528103A patent/JP6458147B2/ja active Active
- 2015-11-23 CN CN201580063828.4A patent/CN107109308B/zh active Active
- 2015-11-23 CA CA2968161A patent/CA2968161C/fr active Active
- 2015-11-23 ES ES15817085T patent/ES2714910T3/es active Active
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB889297A (en) * | 1957-02-26 | 1962-02-14 | Hoechst Ag | Improvements in and relating to the separation of a gaseous mixture of hydrocarbons into components |
RO81748A2 (fr) * | 1982-01-22 | 1983-06-01 | Combinatul Petrochimic,Ro | Procede pour l'elimination des depots de polymere dans les installations de rectification |
US20040079392A1 (en) * | 2002-10-28 | 2004-04-29 | Kuechler Keith H. | Process and apparatus for mitigating compressor fouling in a compressor system |
US20110024558A1 (en) | 2003-10-02 | 2011-02-03 | Blevio Sr Henry L | Ball wheel for an aircraft |
CN1733623A (zh) * | 2004-08-13 | 2006-02-15 | 北京斯伯乐科学技术研究院 | 一种用于乙烯装置裂解气压缩机的阻垢剂及其使用方法 |
US20110245558A1 (en) * | 2010-03-31 | 2011-10-06 | Uop Llc | Cumene Production with High Selectivity |
Non-Patent Citations (3)
Title |
---|
DATABASE WPI Week 198342, Derwent World Patents Index; AN 1983-792910, XP002278445 * |
GLOBAL JOURNAL OF PURE AND APPLIED SCIENCE, vol. 11, 2005, pages 99 - 105 |
UYIGUE L: "Enhancing the washoil antifouling action in a cracked gas compression (CGC) system", GLOBAL JOURNAL OF PURE AND APPLIED SCIENCES, GLOBAL JOURNAL SERIES, NG, vol. 11, no. 1, 1 January 2005 (2005-01-01), pages 99 - 105, XP009183984, ISSN: 1118-0579, DOI: 10.4314/GJPAS.V11I1.16468 * |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2019073455A1 (fr) * | 2017-10-13 | 2019-04-18 | Reliance Industries Limited | Colonne de distillation et processus de préparation d'une composition à partir de celle-ci |
Also Published As
Publication number | Publication date |
---|---|
CN107109308B (zh) | 2020-03-27 |
US10731093B2 (en) | 2020-08-04 |
JP6458147B2 (ja) | 2019-01-23 |
EP3224339A1 (fr) | 2017-10-04 |
ES2714910T3 (es) | 2019-05-30 |
EP3224339B1 (fr) | 2019-01-02 |
US20170260464A1 (en) | 2017-09-14 |
JP2017538863A (ja) | 2017-12-28 |
WO2016083290A1 (fr) | 2016-06-02 |
CA2968161C (fr) | 2023-01-31 |
CN107109308A (zh) | 2017-08-29 |
RU2673662C1 (ru) | 2018-11-29 |
CA2968161A1 (fr) | 2016-06-02 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP3224339B1 (fr) | Huile de lavage destinée à être utilisée comme agent antisalissure dans des compresseurs de gaz | |
CN110337488B (zh) | 用于压缩机的防污剂配制物 | |
TWI826485B (zh) | 作為乙烯系單體之防垢劑之含氧胺及醌甲基化物之組合物 | |
US11866631B2 (en) | Oxygenated aminophenol compounds and methods for preventing monomer polymerization | |
JP2024509805A (ja) | プラスチック由来の合成原料のための安定添加剤 | |
EP3856792A1 (fr) | Agent d'antipolymérisation à base d'amino-quinone et procédés d'utilisation | |
EP0614454A1 (fr) | Procede pour empecher l'encrassement | |
EP4028382A1 (fr) | Composition d'anti-polymère de méthide de quinone et de sel d'ammonium, et procédé | |
EP3898566A1 (fr) | Agents d'antipolymérisation à base de quinone hydroxylée et leurs procédés d'utilisation | |
CN114752412B (zh) | 在工艺水中抑制聚合的方法 | |
JP2022031354A (ja) | モノマーの重合を制御及び抑制する組成物並びにその使用及び調製の方法 | |
CN113563927A (zh) | 一种高效环保乙烯装置汽油汽提塔阻垢剂及其制备方法 | |
US20240141131A1 (en) | Antipolymerant compositions with naphthoquinone and hydroxylamine and methods of using | |
Hancock et al. | A chemista [euro][TM] s perspective on organic fouling in ethylene operations | |
US20200071622A1 (en) | Passivation and Removal of Crosslinked Polymer Having Unites Derived from Vinyl Aromatics |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
AK | Designated contracting states |
Kind code of ref document: A1 Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR |
|
AX | Request for extension of the european patent |
Extension state: BA ME |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN |
|
18D | Application deemed to be withdrawn |
Effective date: 20161202 |